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One-Pot Enantioselective Construction of Polycyclic Tetrahydroquinoline Scaffolds through Asymmetric Organo/Photoredox Catalysis via Triple-Reaction Sequence

Authors :
Guo-Qiang Xu
Xiu-Qin Hu
Chang-Yin Tan
Jia-Lu Zhang
Peng-Fei Xu
Yong-Chun Luo
Jin-Yu Liu
Hong Lu
Source :
Organic letters. 23(9)
Publication Year :
2021

Abstract

A novel one-pot triple-reaction strategy for the asymmetric construction of polycyclic skeletons with multiple consecutive chiral centers through aza-Michael/Michael/Wittig/ketyl radical addition/esterification processes is reported. A wide range of polycyclic tetrahydroquinoline derivatives were smoothly obtained from easily available starting materials with good results (up to 80% yield, >20:1 dr, >99% ee) under mild conditions. In this transformation, five chemical bonds and five consecutive chiral centers were successively formed.

Details

ISSN :
15237052
Volume :
23
Issue :
9
Database :
OpenAIRE
Journal :
Organic letters
Accession number :
edsair.doi.dedup.....006753a79ee4a2548c49ddcb999f5e84